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Total Synthesis of (±)-Pestalachloride C and (±)-Pestalachloride D through a Biomimetic Knoevenagel/Hetero-Diels-Alder Cascade. 2019

Vanessa Arredondo, and Daniel E Roa, and Songyuan Yan, and Feng Liu-Smith, and David L Van Vranken
Department of Chemistry , University of California, Irvine , 1102 Natural Sciences II , Irvine , California 92697 , United States.

A concise total synthesis of (±)-pestalachloride C and (±)-pestalachloride D was achieved through a Knoevenagel/hetero-Diels-Alder cascade reaction to test the nonenzymatic biosynthetic hypothesis of Shao, Wang, and co-workers. The cascade reaction generates a mixture of racemic indano[2,1- c]chromans like those found in the natural products.

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